Darcy breaks up with Drew after he admits that he is not a full-time musician. He starts spending a lot of time at his computer, and begins a steamy on-line affair with an anonymous woman. He becomes concerned after learning that his chat room girlfriend works at a department store and has a large collection of troll dolls. When he confirms that it is Mimi, Drew begins showering compulsively. He feels extremely awkward when he and Mimi run into each other while visiting Wick in rehab. Mimi does not realize that she was involved with Drew, and is angry that she hasn't heard from her online man for a while. Drew gets really drunk and writes her a kiss-off note in which he claims to be Bill Clinton. Meanwhile, Oswald grows concerned about his mother's financial status after her birthday check to him bounces. He learns that her business partner deserted her, and that she may lose her beauty salon and house. Oswald follows Lewis's advice and agrees to test breast implants for DrugC

Drew's parents arrive unexpectedly for Christmas. They assume that Celia is his maid, and he is reluctant to reveal the true nature of their relationship. Celia's son, Chip, shows up at her house in the middle of the night. He has come to visit for the holidays. When Drew comes downstairs in Celia's bathrobe and tries to make conversation, Chip punches him in the face. Drew's parents are horrified when he finally tells them that he and Celia are dating. Celia and Chip come over to Drew's house to have dinner with Drew's parents and Steve. It proves to be a disaster. Meanwhile, Lewis and Oswald agree to help Mimi with door-to-door Christmas tree sales after she fires an associate. Kate comes along to help supervise the guys. They make very few sales (aside from Wick buying two trees to get them to go away), and accumulate several fines.

Drew is the butt of all jokes at a convention after security finds a naughty little something hidden in his luggage.